Preparation of the Neolignan Natural Product Grossamide by a Continuous-Flow Process

Ian R. Baxendale; Charlotte M. Griffiths-Jones; Steven V. Ley; Geoffrey K. Tranmer

doi:10.1055/s-2006-926244

LETTER

Preparation of the Neolignan Natural Product Grossamide by a Continuous-Flow Process

Ian R. Baxendale, Charlotte M. Griffiths-Jones, Steven V. Ley*, Geoffrey K. Tranmer
Innovative Technology Centre, Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK
Fax: +44(1223)336442; e-Mail: svl1000@cam.ac.uk;

Abstract

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Abstract

This article describes the first enantioselective total synthesis of 2-aryl-2,3-dihydro-3-benzofurancarboxyamide neolignan, grossamide (1) using a fully automated and scalable flow reactor.

Key words

polymer-supported reagents - enzymes - flow synthesis - natural products

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References

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With DMF followed by THF.

The exact amount was highly dependant on flow rates, scale and specific dimensions of the column. Optimum conditions could be rapidly determined in an automated screening fashion.

The columns could be efficiently recycled up to five times before any noticeable decrease in reactivity was observed.

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